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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Casual Chukka Boots

12 items found

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Eastland 1955 Edition - Hugo. Color Black. Low Stock. On sale for $34.97. MSRP $100.00. 65% off.

Low Stock

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Black
Price: $34.97MSRP: $100

Eastland 1955 Edition - Hugo. Color Brown. Low Stock. On sale for $70.00. MSRP $100.00. 30% off.

Low Stock

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Brown
Price: $70MSRP: $100

Sperry - A/O Plushwave Lug Chukka. Color Black 2. Low Stock. On sale for $63.00. MSRP $140.00. 55% off. 4.1 out of 5 stars

Low Stock

Sperry A/O Plushwave Lug Chukka

Sperry A/O Plushwave Lug Chukka

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $63MSRP: $140

Steve Madden - Palta. Color Sand. On sale for $122.83. MSRP $130.00. 6% off.

Steve Madden Palta

Steve Madden Palta

Brand Name: Steve Madden
Product Name: Palta
Gender: Men's
Color: Sand
Price: $122.83MSRP: $130

Born - Theo. Color Dark.Brown (Pyramid). Low Stock. On sale for $71.50. MSRP $130.00. 45% off. 5.0 out of 5 stars

Low Stock

Born Theo

Born Theo

Brand Name: Born
Product Name: Theo
Gender: Men's
Color: Dark.Brown (Pyramid)
Price: $71.50MSRP: $130

Johnston & Murphy - Braydon Chukka. Color Charcoal Waxed Suede. Low Stock. On sale for $134.10. MSRP $149.00. 10% off.

Low Stock

Johnston & Murphy Braydon Chukka

Johnston & Murphy Braydon Chukka

Brand Name: Johnston & Murphy
Product Name: Braydon Chukka
Gender: Men's
Color: Charcoal Waxed Suede
Price: $134.10MSRP: $149

Cole Haan - Berkshire Lug Chukka Boots. Color British Tan/C. On sale for $253.89. MSRP $260.00. 2% off. 4.5 out of 5 stars

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: British Tan/C
Price: $253.89MSRP: $260

Cole Haan - Berkshire Lug Chukka Boots. Color Lava Suede/Dark. Low Stock. On sale for $221.57. MSRP $250.00. 11% off. 4.5 out of 5 stars

Low Stock

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: Lava Suede/Dark
Price: $221.57MSRP: $250

Propet - Findley. Color Tan. Low Stock. On sale for $91.96. MSRP $134.99. 32% off. 3.6 out of 5 stars

Low Stock

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan
Price: $91.96MSRP: $134.99

Polo Ralph Lauren - Talan Chukka Boot. Color Defender Green. On sale for $114.42. MSRP $138.00. 17% off. 4.2 out of 5 stars

Polo Ralph Lauren Talan Chukka Boot

Polo Ralph Lauren Talan Chukka Boot

Brand Name: Polo Ralph Lauren
Product Name: Talan Chukka Boot
Gender: Men's
Color: Defender Green
Price: $114.42MSRP: $138

Clarks - Whiddon Mid. Color Mahogany Leather. Low Stock. On sale for $87.96. MSRP $110.00. 20% off. 3.4 out of 5 stars

Low Stock

Clarks Whiddon Mid

Clarks Whiddon Mid

Brand Name: Clarks
Product Name: Whiddon Mid
Gender: Men's
Color: Mahogany Leather
Price: $87.96MSRP: $110

Sperry - Cold Bay Chukka Realtree. Color Olive. $118.84.

Sperry Cold Bay Chukka Realtree

Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $118.84